Hydrochloric Acid → 5-[2-Hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-methyl-pentylamino]-phthalide

HRID 430472

Reaktionsgleichung

C([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:10](=[O:11])[O:9][CH2:8]2)(=O)C.[H-].[Na+].[OH:17][C:18]([C:43](F)(F)F)([CH2:31][CH:32]([C:34]1[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:35]=1[O:41][CH3:42])[CH3:33])[CH2:19]OS(C1C=CC(C)=CC=1)(=O)=O.Cl.[C:48](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[OH:17][C:18]([CH3:43])([CH2:31][C:32]([C:34]1[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:35]=1[O:41][CH3:42])([CH3:33])[CH3:48])[CH2:19][NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:10](=[O:11])[O:9][CH2:8]2

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

688 mg of 5-acetamidophthalide in 15 ml of dimethylformamide is mixed under argon at 0° C. with 108 mg of an 80% sodium hydride/oil suspension. After 10 minutes of stirring at this temperature, 556 mg of 4-toluenesulfonic acid-[2-hydroxy-4-(5-fluoro-2-methoxyphenyl)-2-trifluoromethyl-pentyl]-ester is added. After 16 hours of stirring at 60° C., it is added to 1 M hydrochloric acid, neutralized with potassium carbonate and extracted with ethyl acetate. After drying (Na2SO4), the crude product is chromatographed on silica gel. With hexane/ethyl acetate (60:40), the title compound is obtained in a crystalline state, flash point 148-149° C.

Aufarbeitung

additionis added
extractionextracted with ethyl acetate
dry with materialAfter drying (Na2SO4)
customthe crude product is chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag: ord-2f3204f144704d4e8ba7a9135a48a5be
Quelldatensatz: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06323199B1

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